Anonymous on 9/27/2010 10:13:55 AM:
Generally, it's much easier to find off-the-cuff lodging during the week and/or in the larger towns having more than one motel.
This situation is especially true in the "wine" country on the eastern end of the trail, where the city folks from Springfield, Jeff-City, St Charles, and all the towns along I-70 converge on the B&B's for weekend dinners and shows.
Also, right now, anything near Hermann is probabaly booked for their Oktoberfest. Still, part of the fun is playing it by ear while on the trail. But it wouldn't hurt to book ahead in the busy areas.